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The Fifth Doctor "expected" to be able to fly a plane, and would have managed to do so properly had the Daleks not attacked the craft. (AUDIO: Fugitives) The Eleventh Doctor was due for a lesson in flying a bi-plane in 1911. However, it may have in fact been a knitting lesson. (TV: The Impossible Astronaut) He later claimed that he couldn't fly a plane at all. (TV: The Bells of Saint John)
The same year, a plane which left New York City with a crew of eleven and hundreds of passengers landed in London with no-one aboard, not even the pilot. The matter was investigated by Professor Rachel Jensen of the Intrusion Countermeasures Group. (AUDIO: State of Emergency)
In 1966, Chameleon Tours operated select flights from Gatwick Airport. They kidnapped passengers, taking them to a space station, and putting them in suspended animation whilst miniaturised. They were then replaced by Chameleons. (TV: The Faceless Ones)
In 2007, the Sky Gypsy came through the Cardiff Space-Time Rift. It carried Diane Holmes, John Ellis, and Emma-Louise Cowell. Diane attempted to return through it by flying again in the same conditions. (TV: Out of Time)
In 2013, Miss Kizlet, who had control of all of humanity through the Wi-Fi, made everyone on an aeroplane, including the pilot, fall asleep, and the plane came crashing down towards George Maitland's house. Using the TARDIS, the Eleventh Doctor and Clara Oswald entered the plane and changed its course to prevent a crash. Everyone on the airplane woke up when the Doctor disabled the plane's Wi-Fi. (TV: The Bells of Saint John)